34372-27-5

Basic information

• Product Name: (1-bromo-3,3,3-trichloropropyl)benzene
• CAS NO: 34372-27-5
• Molecular Formula: C₉H₈BrCl₃
• Molecular Weight: 302.4228
• Mol File: 34372-27-5.mol

Chemical Properties

• Boiling Point: 300.2°C at 760 mmHg
• Flash Point: 166.5°C
• Density: 1.618g/cm³
• Vapor Pressure: 0.00203mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: (1-bromo-3,3,3-trichloropropyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (1-bromo-3,3,3-trichloropropyl)benzene(34372-27-5)
• EPA Substance Registry System: (1-bromo-3,3,3-trichloropropyl)benzene(34372-27-5)

Safety Data

• Hazardous Substances Data: 34372-27-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
(1-bromo-3,3,3-trichloropropyl)benzene is used as a reactive intermediate for the synthesis of various organic compounds, contributing to the formation of complex molecules and structures.
Used in Pesticide Production:
In the agricultural industry, (1-bromo-3,3,3-trichloropropyl)benzene is used as a chemical intermediate in the production of pesticides, aiding in the development of effective solutions for pest control.
Used in Pharmaceutical Manufacturing:
(1-bromo-3,3,3-trichloropropyl)benzene also serves as a chemical intermediate in the pharmaceutical industry, playing a role in the creation of new drugs and medications.
Environmental Considerations:
Due to its toxic effects on aquatic organisms and potential for long-term adverse environmental impacts, (1-bromo-3,3,3-trichloropropyl)benzene must be handled and disposed of with caution, adhering to safety regulations to minimize ecological harm.

Upstream product

• 100-42-5 styrene 
• 75-62-7 Bromotrichloromethane 
• 110-22-5 diacetyl peroxide 

Downstream Products

• 114406-43-8 3-methyl-2-(2-phenylethynyl)oxirane 
• 621-82-9 Cinnamic acid 
• 138777-66-9 1-chloro-2,2-dimethyl-1-(2-phenylethynyl)cyclopropane 
• 212687-68-8 2-(phenylethynyl)-3-vinyloxirane 
• 91083-81-7 3,3,3-trichloro-1-phenylpropene (Z) 
• 76707-82-9 3,3,3-trichloro-1-phenylpropene (E) 
• 60504-00-9 3,3,3-trichloro-1-phenyl-propene 

Relevant articles and documents

Dinuclear palladium(III) complexes with a single unsupported bridging halide ligand: Reversible formation from mononuclear palladium(II) or palladium(IV) precursors

Stable PdIII: Dinuclear PdIII complexes of the tridentate ligand trimethyltriazacyclononane (Me3tacn) were obtained by one-electron oxidation of mononuclear PdII precursors. Further oxidation led reversibly to m

Developing the kharasch reaction in aqueous media: Dinuclear group 8 and 9 catalysts containing the bridging cage ligand tris(1,2-dimethylhydrazino)- diphosphane

The dinuclear complexes [{RuCl2(η6-p-cymene)} 2(μ-THDP)] (4) and [{MCl(η4-cod)} 2(μ-THDP)] [M= Rh (5), Ir (6)], containing the bridging cage-type ligand tris(1,2-dimethylhydrazino) diphosphane (THDP),

Development of an indicator for the direct visualization of radical intermediates in organic reactions

A color-indicator based on a derivative of rhodamine amide was developed for the detection of radical intermediates in organic reactions. This derivative showed sensitive color changes for various radical intermediates initiated by chemical reagents or UV

Effect of sodium acetate in atom transfer radical addition of polyhaloalkanes to olefins

The atom transfer radical addition of polyhaloalkanes, such as bromotrichloromethane and polyfluoroalkyl iodine, to olefins smoothly proceeds in the presence of sodium acetate as an efficient auxiliary agent in dimethoxyethane. The present transition meta

Cycloruthenated complexes as homogeneous catalysts for atom-transfer radical additions

Various cycloruthenated complexes were used as homogeneous catalysts for the atom-transfer radical addition of polyhalogenated compounds to several olefinic substrates. Yields obtained through conventional or microwave heating could reach high values (up to 98% with CBrCl3 and 88% with CCl4).

Alkynylhalocarbenes 4. Generation of (alk-1-ynyl)halocarbenes from 3-substituted 1,1,1,3-tetrahalopropanes under the action of bases

When treated with KOH under phase-transfer catalysis or with Bu tOK, 3-substituted (alkyl or phenyl) 1,1,3-tribromo-1-fluoropropanes 1a-c exclusively generate previously unknown (alk-1-ynyl)fluorocarbenes 5a-c, which react with olefins to give 1-(alk-1-ynyl)-1-fluorocyclopropanes 6a-h in 12-69% yields. Under analogous conditions, 3-alkyl- and 3-aryl-3-bromo-1,1,1-trichloropropanes 2a-c selectively afford (alk-1-ynyl)chlorocarbenes 7a-c, which are trapped by olefins to form the corresponding 1-(alk-1-ynyl)-1-chlorocyclopropanes 8a-k in 35-70% yields. (Phenylethynyl)chlorocarbene 7a is also selectively generated from 1,1,1,3-tetrachloro-3-phenylpropane (3a) upon its treatment with Bu tOK. With an excess of 2,3-dimethylbut-2-ene or 2-methylpropene, carbene 7a yields 1-chloro-1-(phenylethynyl)cyclopropanes 8a or 8c, respectively. In contrast, 1,1,1,3-tetrachloroheptane 3b and 3-alkyl- and 3-phenyl-1,1,1,3-tetrabromopropanes 4a,c,f react with bases in the presence of olefins to give, along with the corresponding 1-(alk-1-ynyl) -1-halocyclopropanes 8a,c,d and 11a-f, vinylidenecyclopropanes 12a,c-g, which suggests the generation, under these conditions, both (alk-1-ynyl)halocarbenes 7b and 9a-c and vinylidenecarbenes 10 and 11a-c. The composition and structures of intermediate products in the reactions of tetrahalides 1b, 2a, 2b, 3a, and 3b with ButOK were determined and the mechanisms for carbene generation in these reactions were proposed.

Bimolecular concerted elimination as an elementary stage in free-radical reactions. Reaction of organocobaloximes with bromotrichloromethane

In free-radical reaction of cis-β-phenylvinylcobaloxime with bromotrichloromethane the primary product, phenylacetylene, arises as a result of elimination, and further it adds the bromotrichloromethane. Similarly proceeds the reaction between β-phenylethylcobaloxime with bromotrichloromethane. The values of absolute rate constants and their relation to the nature of the axial ligand completely agree with the assumption that in the reactions in question similarly to the E2 mechanism of nucleophilic elimination the elimination occurs as one-stage bimolecular process with the simultaneous rupture of C-Co and C-H bonds.

The Fe0 promoted addition of CCl4 and CCl3Br to olefins

The radical addition of CCl4 or CCl3Br to olefins is efficiently promoted by iron filings in N,N-dimethylformamide under mild conditions.

On the reaction of α-chlorocarbenium ions with sulfinylamines

Aryl-, and vinyltrichloromethanes 1 are transformed with antimony pentachloride to α,α-dichlorocarbenium salts 2, which react with sulfinylamines 3 to afford nitrilium salts 4 in good yields. In contrast to this preparatively useful reaction, the reaction

31Cl NQR SPECTRA OF COMPOUNDS IN Cl3CCH2CXRR' SERIES

In molecules in the series Cl3CCH2CClRR', the substituents R and R' virtually do not affect the chlorine atoms of the Cl3C group, while the NQR frequency of the chlorine atom of the CClRR' group correlates satisfactorily with the ?* constants of these substituents.The regularities observed in the mutual influence of the atoms in the molecules of the studied series indicate that the previously assumed structure of some products of radical telomerization of Cl3CH with H2C=CHCl is erroneous.